And for advice on what you should actually be saying, refer to The 10 Sexiest Things to Say to Her On a First Date. “For starters, it presupposes that there is something wrong with being single,” says Rabbi Shlomo Zalman Bregman, an author and matchmaker.

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“The topic of sex isn’t something that should be taken lightly or brought up too soon.” Or any other question related to your appearance.

“These are loaded questions and you may not be happy with the answers,” says Rosalind Sedacca, a dating and relationship coach. “You definitely don’t want to put someone on the spot by asking if they have dated other people of your race or religion on a first date,” she says.

But there’s one way to make sure that happens: Asking the wrong questions on date number one.

Avoid these twenty queries at all costs and you’ll be well on your way to scoring a repeat meet-up.

In addition, people automatically assume if you don’t have a good relationship with your parents, then you have mommy or daddy issues, which may not be the case.” On the flip side of this, though, is how to tell your partner’s relationship with their mother is actually a problem: These are the 6 Signs His Relationship with His Mother Is a Total Deal Breaker.

If you’re using this language to ask a person about their race or ethnicity, maybe don’t.“It’s just plain tacky, and also will make you appear shallow and only concerned with money,” says Bonnie Winston, celebrity matchmaker and relationship expert.“You can compliment something without wanting to qualify it with a price.” Even when you’re a relationship, if you have separate finances you shouldn’t feel obligated to tell your partner the price of something you spend your own money on—in fact, it’s one of the 13 secrets you should always keep from your partner.Followed by something like, “I’ve been meeting a lot of crazy people lately.” Yikes.“Though this might sound cute, it can come off as strange to your date,” says Candice A, a certified matchmaker and dating coach at Toronto Wingwoman.“Trust me, a date appreciates it when you’ve made plans,” says Headlee.